GB2206880B - Optical isomers of an imidazole derivative - Google Patents

Optical isomers of an imidazole derivative

Info

Publication number
GB2206880B
GB2206880B GB8716803A GB8716803A GB2206880B GB 2206880 B GB2206880 B GB 2206880B GB 8716803 A GB8716803 A GB 8716803A GB 8716803 A GB8716803 A GB 8716803A GB 2206880 B GB2206880 B GB 2206880B
Authority
GB
United Kingdom
Prior art keywords
optical isomers
imidazole derivative
imidazole
derivative
medetomidine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
GB8716803A
Other languages
English (en)
Other versions
GB2206880A (en
GB8716803D0 (en
Inventor
Arto Johannes Karjalainen
Raimo Einari Virtanen
Eino Juhani Savolainen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Farmos Yhtyma Oy
Original Assignee
Farmos Yhtyma Oy
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=10620775&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=GB2206880(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Farmos Yhtyma Oy filed Critical Farmos Yhtyma Oy
Priority to GB8716803A priority Critical patent/GB2206880B/en
Publication of GB8716803D0 publication Critical patent/GB8716803D0/en
Priority to FI882819A priority patent/FI95375C/fi
Priority to UA4356076A priority patent/UA5560A1/uk
Priority to SU884356076A priority patent/SU1648248A3/ru
Priority to AT88306250T priority patent/ATE71941T1/de
Priority to EP88306250A priority patent/EP0300652B1/en
Priority to ES198888306250T priority patent/ES2038757T3/es
Priority to DE8888306250T priority patent/DE3867945D1/de
Priority to DE2003199005 priority patent/DE10399005I2/de
Priority to AU18941/88A priority patent/AU600839B2/en
Priority to NZ225362A priority patent/NZ225362A/xx
Priority to DK386288A priority patent/DK165788C/da
Priority to IL87076A priority patent/IL87076A0/xx
Priority to CA000572086A priority patent/CA1337659C/en
Priority to DD88317936A priority patent/DD281807A5/de
Priority to HU883708A priority patent/HU198693B/hu
Priority to KR1019880008937A priority patent/KR940007311B1/ko
Priority to PT88013A priority patent/PT88013B/pt
Priority to US07/219,637 priority patent/US4910214A/en
Priority to IE217488A priority patent/IE60456B1/en
Priority to ZA885134A priority patent/ZA885134B/xx
Priority to NO883155A priority patent/NO170579C/no
Priority to CN88104440A priority patent/CN1022323C/zh
Priority to JP63177959A priority patent/JPH0625138B2/ja
Publication of GB2206880A publication Critical patent/GB2206880A/en
Application granted granted Critical
Publication of GB2206880B publication Critical patent/GB2206880B/en
Priority to GR920400299T priority patent/GR3003878T3/el
Priority to LV930435A priority patent/LV5241A3/xx
Priority to LTRP761A priority patent/LT2214B/xx
Priority to BG098380A priority patent/BG60473B2/bg
Priority to HK56094A priority patent/HK56094A/xx
Priority to CY178795A priority patent/CY1787A/xx
Priority to LU91010C priority patent/LU91010I2/fr
Priority to NL300117C priority patent/NL300117I2/nl
Priority to NO2003004C priority patent/NO2003004I2/no
Priority to CY200400006C priority patent/CY2004006I2/el
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/06—Antiarrhythmics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Epidemiology (AREA)
  • Pain & Pain Management (AREA)
  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Optical Fibers, Optical Fiber Cores, And Optical Fiber Bundles (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Saccharide Compounds (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
GB8716803A 1987-07-16 1987-07-16 Optical isomers of an imidazole derivative Expired - Lifetime GB2206880B (en)

Priority Applications (34)

Application Number Priority Date Filing Date Title
GB8716803A GB2206880B (en) 1987-07-16 1987-07-16 Optical isomers of an imidazole derivative
FI882819A FI95375C (fi) 1987-07-16 1988-06-14 Analogiamenetelmä medetomidiinin terapeuttisesti aktiivisen d-isomeerin valmistamiseksi
UA4356076A UA5560A1 (uk) 1987-07-16 1988-06-28 СПОСІБ РОЗДІЛЕННЯ СУМІШИ d-І l-ЕНАНТІОМЕРІВ 4-[1-
SU884356076A SU1648248A3 (ru) 1987-07-16 1988-06-28 Способ разделени смеси @ - и @ -энантиомеров 4-[1-(2,3-диметилфенил)этил]-1Н-имидазола
DE2003199005 DE10399005I2 (de) 1987-07-16 1988-07-08 Optisches Isomeres eines Imidazolderivats.
EP88306250A EP0300652B1 (en) 1987-07-16 1988-07-08 Optical isomer of an imidazole derivative
AT88306250T ATE71941T1 (de) 1987-07-16 1988-07-08 Optisches isomeres eines imidazolderivats.
ES198888306250T ES2038757T3 (es) 1987-07-16 1988-07-08 Un metodo para separar el enantiomero d de medetomidina.
DE8888306250T DE3867945D1 (de) 1987-07-16 1988-07-08 Optisches isomeres eines imidazolderivats.
AU18941/88A AU600839B2 (en) 1987-07-16 1988-07-11 Optical isomers of an imidazole derivative
NZ225362A NZ225362A (en) 1987-07-16 1988-07-11 Optical isomers of medetomidine and pharmaceutical compositions
DK386288A DK165788C (da) 1987-07-16 1988-07-11 Optisk isomer af et imidazolderivat samt fremstilling og anvendelse af denne
IL87076A IL87076A0 (en) 1987-07-16 1988-07-12 Optical isomers of an imidazole derivative
CA000572086A CA1337659C (en) 1987-07-16 1988-07-14 Optical isomers of an imidazole derivative
DD88317936A DD281807A5 (de) 1987-07-16 1988-07-14 Verfahren zur trennung der d- und l-enantiomeren von medetomidin
KR1019880008937A KR940007311B1 (ko) 1987-07-16 1988-07-15 메데토미딘의 d 및 1 에난티오머, 그 분리방법 및 이를 포함하는 제약학적 조성물
PT88013A PT88013B (pt) 1987-07-16 1988-07-15 Processo para a preparacao de isomeros opticos de derivados imidazolicos e de composicoes farmaceuticas que os contem
NO883155A NO170579C (no) 1987-07-16 1988-07-15 Analogifremgangsmaate for fremstilling av den terapeutisk aktive d-enantiomeren av medetomidin
HU883708A HU198693B (en) 1987-07-16 1988-07-15 Process for producing new, optically active imidazol derivatives and pharmaceutical compositions containing theyr d-enanthiomere
US07/219,637 US4910214A (en) 1987-07-16 1988-07-15 Optical isomer of an imidazole derivative medetomidine as an alpha-2-receptor agonist
IE217488A IE60456B1 (en) 1987-07-16 1988-07-15 Optical isomers of an imidazole derivative
ZA885134A ZA885134B (en) 1987-07-16 1988-07-15 Optical isomers of an imidazole derivative
JP63177959A JPH0625138B2 (ja) 1987-07-16 1988-07-16 イミダゾール誘導体の光学異性体
CN88104440A CN1022323C (zh) 1987-07-16 1988-07-16 从外消旋体中分离咪唑衍生物的d-对映体的方法
GR920400299T GR3003878T3 (bg) 1987-07-16 1992-02-21
LV930435A LV5241A3 (lv) 1987-07-16 1993-05-28 enantiomeru maisijuma sadalisanas metode 4-Ú1-(2,3-dimetilfenil)etil¾-1h-imidazola d- un l-
LTRP761A LT2214B (lt) 1987-07-16 1993-07-07 4-(1-(2,3-dimetilfenil) etil) -h-imadazolo d-ir 1-enantiomeru misinio atskyrimo budas
BG098380A BG60473B2 (bg) 1987-07-16 1994-01-18 Оптически изомер на имидазолово производно
HK56094A HK56094A (en) 1987-07-16 1994-05-24 Optical isomer of an imidazole derivative
CY178795A CY1787A (en) 1987-07-16 1995-10-20 Optical isomer of an imidazole derivative
LU91010C LU91010I2 (fr) 1987-07-16 2003-02-14 Dexmedetomidine hydrochloride-Dexdomitor
NL300117C NL300117I2 (nl) 1987-07-16 2003-03-03 Optische isomeren van een immidazoolderivaat.
NO2003004C NO2003004I2 (no) 1987-07-16 2003-07-01 Dexmedetomidin
CY200400006C CY2004006I2 (el) 1987-07-16 2004-10-27 Optical isomer of an imidazole derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB8716803A GB2206880B (en) 1987-07-16 1987-07-16 Optical isomers of an imidazole derivative

Publications (3)

Publication Number Publication Date
GB8716803D0 GB8716803D0 (en) 1987-08-19
GB2206880A GB2206880A (en) 1989-01-18
GB2206880B true GB2206880B (en) 1991-04-24

Family

ID=10620775

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8716803A Expired - Lifetime GB2206880B (en) 1987-07-16 1987-07-16 Optical isomers of an imidazole derivative

Country Status (29)

Country Link
US (1) US4910214A (bg)
EP (1) EP0300652B1 (bg)
JP (1) JPH0625138B2 (bg)
KR (1) KR940007311B1 (bg)
CN (1) CN1022323C (bg)
AT (1) ATE71941T1 (bg)
AU (1) AU600839B2 (bg)
BG (1) BG60473B2 (bg)
CA (1) CA1337659C (bg)
CY (2) CY1787A (bg)
DD (1) DD281807A5 (bg)
DE (2) DE10399005I2 (bg)
DK (1) DK165788C (bg)
ES (1) ES2038757T3 (bg)
FI (1) FI95375C (bg)
GB (1) GB2206880B (bg)
GR (1) GR3003878T3 (bg)
HK (1) HK56094A (bg)
HU (1) HU198693B (bg)
IE (1) IE60456B1 (bg)
IL (1) IL87076A0 (bg)
LU (1) LU91010I2 (bg)
NL (1) NL300117I2 (bg)
NO (2) NO170579C (bg)
NZ (1) NZ225362A (bg)
PT (1) PT88013B (bg)
SU (1) SU1648248A3 (bg)
UA (1) UA5560A1 (bg)
ZA (1) ZA885134B (bg)

Families Citing this family (37)

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GB2215206B (en) * 1988-02-29 1991-07-03 Farmos Oy 4-substituted imidazole derivatives useful in perioperative care
US5124157A (en) 1989-08-18 1992-06-23 Cygnus Therapeutic Systems Method and device for administering dexmedetomidine transdermally
US5120713A (en) * 1990-09-10 1992-06-09 Applied Research Systems Ars Holding N.V. Treatment of obesity with an alpha-2-adrenergic agonist and a growth hormone releasing peptide
GB9111732D0 (en) * 1991-05-31 1991-07-24 Orion Yhtymae Oy The use of certain salts of medetomidine and its optically active enantiomers to regulate the rate of transdermal administration of the drugs
GB2281206A (en) * 1993-08-25 1995-03-01 Orion Yhtymae Oy Use of dexmedetomidine
GB9425211D0 (en) * 1994-12-14 1995-02-15 Ucb Sa Substituted 1H-imidazoles
IN187238B (bg) * 1995-06-30 2002-03-09 Astra Ab
GB9521680D0 (en) * 1995-10-23 1996-01-03 Orion Yhtymo Oy New use of imidazole derivatives
US5866579A (en) 1997-04-11 1999-02-02 Synaptic Pharmaceutical Corporation Imidazole and imidazoline derivatives and uses thereof
US6716867B1 (en) 1998-04-01 2004-04-06 Orion Corporation Use of dexmedetomidine for ICU sedation
AR015744A1 (es) * 1998-04-01 2001-05-16 Orion Corp Uso de dexmedetomidina para sedacion en terapia intensiva
CA2388979C (en) 1999-10-29 2010-09-14 Orion Corporation Treatment or prevention of hypotension and shock with use of an imidazole derivative
US6388090B2 (en) * 2000-01-14 2002-05-14 Orion Corporation Imidazole derivatives
US7141597B2 (en) * 2003-09-12 2006-11-28 Allergan, Inc. Nonsedating α-2 agonists
EP2218442A1 (en) 2005-11-09 2010-08-18 CombinatoRx, Inc. Methods, compositions, and kits for the treatment of ophthalmic disorders
DK2018160T3 (da) 2006-03-16 2012-02-06 Tris Pharma Inc Modificeret depotformuleringer indeholdende lægemiddel-ionbytterharpikskomplekser
US7795263B2 (en) * 2008-07-08 2010-09-14 Wildlife Laboratories, Inc. Pharmaceutical combination for and method of anesthetizing and immobilizing non-domesticated mammals
WO2010065547A1 (en) * 2008-12-01 2010-06-10 Map Pharmaceuticals, Inc. Inhalation delivery methods and devices
WO2010074753A1 (en) 2008-12-23 2010-07-01 Map Pharmaceuticals, Inc. Inhalation devices and related methods for administration of sedative hypnotic compounds
AU2010248776B2 (en) * 2009-05-15 2013-06-06 Baudax Bio, Inc. Sublingual dexmedetomidine compositions and methods of use thereof
CN101671305A (zh) * 2009-09-29 2010-03-17 北京华禧联合科技发展有限公司 一种拆分美托咪定的左旋及右旋对映体的方法
CN102464619A (zh) * 2010-11-17 2012-05-23 桑迪亚医药技术（上海）有限责任公司 一种左旋4-[1-(2,3-二甲基苯基)乙基]-1r-咪唑消旋化方法
US20130096170A1 (en) 2011-10-14 2013-04-18 Hospira, Inc. Methods of treating pediatric patients using dexmedetomidine
WO2013069025A1 (en) 2011-11-11 2013-05-16 Neon Laboratories Ltd. "process for the preparation of dexmedetomidine"
SG11201403094TA (en) 2011-12-11 2014-10-30 Recro Pharma Inc Intranasal dexmedetomidine compositions and methods of use thereof
US8242158B1 (en) 2012-01-04 2012-08-14 Hospira, Inc. Dexmedetomidine premix formulation
ITMI20120311A1 (it) * 2012-02-29 2013-08-30 Edmond Pharma Srl Procedimento per la risoluzione di medetomidina e recupero dell'enantiomero indesiderato
DK2884961T3 (en) 2012-08-15 2019-04-23 Tris Pharma Inc METHYLPHENIDATE TABLE WITH EXTENDED RELEASE
CA2884926C (en) 2012-10-15 2021-09-21 Orion Corporation A veterinary method of alleviating noise aversion
TWI704933B (zh) 2013-10-07 2020-09-21 美商帝國製藥美國股份有限公司 右美托咪啶經皮輸送裝置及使用其之方法
KR101831290B1 (ko) 2013-10-07 2018-02-22 테이코쿠 팔마 유에스에이, 인코포레이티드 덱스메데토미딘 경피 조성물을 사용하여 주의력 결핍 과잉행동 장애, 불안 및 불면증을 치료하기 위한 방법 및 조성물
CN105764496B (zh) 2013-10-07 2020-09-25 帝国制药美国公司 用于经皮递送非镇静量的右旋美托咪啶的方法和组合物
CN105175339B (zh) * 2015-10-09 2018-01-16 辰欣药业股份有限公司 一种制备盐酸右美托咪定的方法
US9717796B1 (en) 2016-04-20 2017-08-01 Slypharma, Llc Heat sterilizeable, premixed, ready to use dexmedetomidine solution packaged in a flexible plastic container
FR3054218B1 (fr) * 2016-07-22 2020-03-06 Universite De Rouen Procede de dedoublement de sels de baclofene
US11160791B2 (en) 2018-11-01 2021-11-02 Medefil, Inc. Dexmedetomidine injection premix formulation in ready to use (RTU) bags
CN114671811A (zh) * 2022-04-14 2022-06-28 南京正科医药股份有限公司 一种右美托咪定拆分副产物的外消旋化回收方法

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AU518569B2 (en) * 1979-08-07 1981-10-08 Farmos-Yhtyma Oy 4-benzyl- and 4-benzoyl imidazole derivatives
GB2092569B (en) * 1981-02-05 1984-09-19 Farmos Oy Substituted imidazole derivatives and their preparation and use
GB2101114B (en) * 1981-07-10 1985-05-22 Farmos Group Ltd Substituted imidazole derivatives and their preparation and use
FI844786A0 (fi) 1984-12-04 1984-12-04 Farmos Oy Terapeutiskt utnyttjbar foerening.
DE3531682A1 (de) * 1985-09-05 1987-03-12 Thomae Gmbh Dr K (+)-6-chlor-5,10-dihydro-5-((1-methyl-4- piperidinyl)acetyl)-11h-dibenzo(b,e)(1,4) diazepin-11-on, seine isolierung und verwendung als arzneimittel

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
J. Auton. Pharmacol., Vol. 6, No 5, 1986, pages 275 to 284 *

Also Published As

Publication number Publication date
ZA885134B (en) 1989-04-26
HK56094A (en) 1994-06-03
GR3003878T3 (bg) 1993-03-16
CA1337659C (en) 1995-11-28
BG60473B2 (bg) 1995-04-28
FI882819A0 (fi) 1988-06-14
HUT48218A (en) 1989-05-29
GB2206880A (en) 1989-01-18
ES2038757T3 (es) 1993-08-01
FI95375C (fi) 1996-01-25
DE10399005I1 (de) 2003-06-05
EP0300652B1 (en) 1992-01-22
PT88013B (pt) 1995-03-01
DK386288A (da) 1989-01-17
NO883155D0 (no) 1988-07-15
IE60456B1 (en) 1994-07-13
SU1648248A3 (ru) 1991-05-07
DE3867945D1 (de) 1992-03-05
NO883155L (no) 1989-01-17
DK165788C (da) 1993-06-14
CN1022323C (zh) 1993-10-06
JPS6434968A (en) 1989-02-06
NO170579C (no) 1992-11-04
PT88013A (pt) 1989-06-30
CN1030576A (zh) 1989-01-25
UA5560A1 (uk) 1994-12-28
ATE71941T1 (de) 1992-02-15
DD281807A5 (de) 1990-08-22
EP0300652A1 (en) 1989-01-25
LU91010I2 (fr) 2003-06-19
FI95375B (fi) 1995-10-13
CY2004006I1 (el) 2009-11-04
FI882819A (fi) 1989-01-17
DE10399005I2 (de) 2012-06-06
DK386288D0 (da) 1988-07-11
CY1787A (en) 1995-10-20
AU600839B2 (en) 1990-08-23
NL300117I1 (nl) 2003-05-01
GB8716803D0 (en) 1987-08-19
NZ225362A (en) 1990-07-26
CY2004006I2 (el) 2009-11-04
IL87076A0 (en) 1988-12-30
JPH0625138B2 (ja) 1994-04-06
HU198693B (en) 1989-11-28
KR890002030A (ko) 1989-04-07
US4910214A (en) 1990-03-20
NO2003004I2 (no) 2005-03-21
DK165788B (da) 1993-01-18
KR940007311B1 (ko) 1994-08-12
IE882174L (en) 1989-01-16
AU1894188A (en) 1989-01-19
NO170579B (no) 1992-07-27
NL300117I2 (nl) 2003-10-01

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